Synthesis of the isomeric dinitro-p-phenylenediamines by nitration of NN′-bis(phenylsulphonyl)-p-phenylenediamine

Abstract

Mild nitration of NN′-bis(phenylsulphonyl)-p-phenylenediamine affords a mixture of the 2,3-, 2,5-, and 2,6-dinitro derivatives, which after separation and hydrolysis give the corresponding dinitro-p-phenylenediamines. Structural assignmetns are made on the basis of ¹H n.m.r. and chemical evidence.